Personalized care for your dog or cat - Lake Windsor

Highly-rated overnight sitters - Lake Windsor

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Edith S.
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Edith S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
85 reviews
27 repeat clients
20 years of experience
Waunakee, WI, 53597

Edith sent many photos and kept me informed from the moment Ollie was dropped off until I picked him up. He was well taken care of and I would definitely ask her to watch him again.

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Sharon R.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
125 reviews
17 repeat clients
35 years of experience
Deforest, WI, 53532

Our 2 dogs stayed at Sarah's for about a week earlier this month. The stay was great! We got daily updates, including photos and videos. They have a fantastic large fenced in yard where they could safety run and play. They had lots of playtime, but also lots of snuggles and love. They were both clearly enjoying their own vacation at Sarah's while we were gone on ours. It was so refreshing to know they were so well cared for while we were away- we have already rebooked them for our next trip!

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Lisa W.
Sitter Profile Image: Ronalisa E.
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Ronalisa E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
39 reviews
15 repeat clients
7 years of experience
Madison, WI, 53704

Ronalisa is very kind. She has a really nice yard for Spunky and Boss to run around. Very responsive. My dogs enjoyed their staycation with her and her fur babies. Spunky and Boss came home tired and happy. Recommend her 10/10.

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Marceilla T.
Sitter Profile Image: Mattison & Eli H.
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Mattison & Eli H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
15 years of experience
Madison, WI, 53718

Great communication for booking, through their stay, and when we needed to adjust our pick up time. We received pictures of our ladies several times, which brightened our day and helped us feel at ease when we were away. They were very attentive to the different food and medication needs our ladies have. We will definitely use them again for future boarding.

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Cole O.
Sitter Profile Image: Duane & Lauren S.
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Duane & Lauren S.
Star Sitter
from
$32
per night
5.0 out of 5 stars
93 reviews
28 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

Duane and Lauren were wonderful to work with and took great care of our two dogs!!! Their communication was terrific and they were very flexible. We would love to have our dogs stay with them again!!

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Dave W.
Sitter Profile Image: Paula R.
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Paula R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
92 reviews
28 repeat clients
5 years of experience
Southeast, DeForest, WI, 53532

Paula was wonderful, took great care of Phoenix. Paula sent me updates and photos of Phoenix while I was on vacation. Without hesitation, I highly recommend Paula as a dog sitter.

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Bj B.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
46 reviews
12 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

Jessica was wonderful and super friendly. My dog Bell stayed for a few days and we got the cutest picture updates. Her dogs are so well behaved and Bell was so happy she had friends to vacation with. She came home and slept the rest of the night! Would book again and will recommend her to others!

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Angel B.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
92 reviews
29 repeat clients
14 years of experience
Middleton, WI, 53562

Excellent! I really appreciated all the updates and photos from Stefanie. Great communication and flexible with drop off and pick up times. Will definitely use again in future.

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Sarah W.
Sitter Profile Image: LAVAL [VAL] S.
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LAVAL [VAL] S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
279 reviews
150 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Val and his wife were able to take our dog, Ollie, on very short notice. They were kind, knowledgeable, and took excellent care of our family member while we were gone. They provided frequent updates on how our dog was doing through near-daily texts and photos. If we ever have to leave our dog with a sitter in the future, they will be our first choice.

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Catherine G.
Sitter Profile Image: Stephanie E.
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Stephanie E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
29 reviews
10 repeat clients
18 years of experience
Madison, WI, 53704

Stephanie was great! She was easy to work with, took fantastic care of our pup. Our girl wasn't sure she wanted to leave. She sent lots of pictures and provided a fun and active environment. Would highly recommend!

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Holli H.
Sitter Profile Image: Erik R.
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Erik R.
from
$30
per night
4.9 out of 5 stars
38 reviews
12 repeat clients
15 years of experience
Sun Prairie, WI, 53590

Erik and family took great care of Copper. They sent pictures and updates and cared for him like he was a member of the family. I’ll definitely be rebooking with them the next time I need someone to watch Copper.

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Ian F.
Sitter Profile Image: Brandon & Katy S.
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Brandon & Katy S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
15 years of experience
Worthington Park, Madison, WI, 53714

Brandon and Katy are lovely! They were very helpful moving my dog's crate and getting him settled. Sammy had a great time playing and cuddling.

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Kara B.
Sitter Profile Image: Chelssey H.
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Chelssey H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
16 reviews
9 repeat clients
16 years of experience
Madison, WI, 53711

Chelssey was awesome! Great communication prior and during Sunny’s stay which I loved! She also sent pictures which was fun. We will book again with Chelssey.

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Carol D.
Sitter Profile Image: Erika M.
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Erika M.
Star Sitter
from
$43
per night
4.9 out of 5 stars
147 reviews
80 repeat clients
13 years of experience
Sun Prairie, WI, 53590

This was Baylee's first boarding experience since I adopted her and she seems very happy and healthy. She loves walks and Erika provided multiple daily walks. Baylee's medication and feed requirements were met. I couldn't expect more than a happy dog!

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Patti P.
Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
33 reviews
8 repeat clients
10 years of experience
Emerson East, Madison, WI, 53704

We love Margaret & so does our pup, she’s at ease whenever she gets to the house and sees her favorite dog sitter. She’s the only Rover we choose and we couldn’t be happier with her excellent care!

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Hayley J.
Sitter Profile Image: Kristin & Bruce M.
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Kristin & Bruce M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
106 reviews
31 repeat clients
2 years of experience
Madison, WI, 53719

Kristin and Bruce were fantastic. From the moment we stepped into their home they were welcoming of us and our dog, and it was obvious we made the right choice. They were loving and caring and we are certain that carried on throughout our dogs stay with them. Pictures and updates were sent and they kept to her normal routine, even when sleeping. Our dog was excited to see us again...but was torn and demanding good byes from Kristen, Bruce, and the kids (hoping to go back). Definitely a wonderful experience for us and your dog!

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Jessica S.
Sitter Profile Image: Katie & Samuel W.
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Katie & Samuel W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
32 reviews
13 repeat clients
20 years of experience
MIDDLETON, WI, 53562

Georgie seemed well cared for and happy. We were so grateful to have a home similar to ours for her to stay while we traveled. We would recommend!

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Samantha S.
Sitter Profile Image: Shawn S.
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Shawn S.
from
$45
per night
5.0 out of 5 stars
9 reviews
1 repeat client
32 years of experience
McClellan Park, Madison, WI, 53718

I was very nervous to leave my dog Bailey. 1. I had never left her and 2.She had a small issue with her paw just before my vacation. When informing him about the issues and the shedding problem , there were no hesitations on what needs to be done to keep up with the grooming. You should have no worries when you hire this person. The communication, the pictures,the condition of my dogand the level of care were outstanding. I was very lucky to find somebody on short notice and appreciate the sensitivity and kindness. Thank you, Shawn, for all your help and for making Bailey such a happy girl for the days I was gone.

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jamie e.
Sitter Profile Image: Kaycee & Robert R.
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Kaycee & Robert R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
37 reviews
5 repeat clients
16 years of experience
Heritage Heights, Madison, WI, 53714

Kaycee and Robert took great care of my two dogs. They sent lots of updates, and communicated clearly with us. I’d highly recommend them, and will reach out to them when I need someone to watch our dogs again.

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Patrick W.
Sitter Profile Image: Lindsey C.
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Lindsey C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
42 reviews
12 repeat clients
10 years of experience
Madison, WI, 53705

Lindsay took great care of my dog, Taydo. Long walks, snoozes on her couch, and photos to keep me updated. I believe LIndsay to be completely trustworthy which is really important for a pet sitter.

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Holly K.
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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Lake Windsor

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Taryn E.
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Taryn E.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
30 reviews
15 repeat clients
4 years of experience
Windsor, WI, 53598

Taryn did a great job with George while we were away. We appreciated knowing he was in good hands and enjoyed the updates and photos she sent us. She was a great communicator, arrived when she said she would, and took care of George like he was her own. We will definitely have Taryn back to look after him again.

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Ashley S.
Sitter Profile Image: Mira D.
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Mira D.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
Waunakee, WI, 53597

Mira did a great job and was super flexible when we had to extend the booking unexpectedly. Our cat loves her!

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John G.
Sitter Profile Image: Heather S.
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Heather S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
43 reviews
7 repeat clients
20 years of experience
Windsor, WI, 53598

Heather is absolutely amazing! She was so through during our meet and greet. She was fantastic with our fur babies, gave amazing updates while we were away. We got so many photos of them. She really helped to put our anxiety at easy of leaving our senior cats for a week. I would highly recommend Heather to anyone, she is a fantastic pet sitter.

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Kiara Z.
Sitter Profile Image: Karen C.
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Karen C.
from
$14
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
35 years of experience
Windsor, WI, 53598

We've used Karen twice to check in twice a day on our two cats, and she has been wonderful both times. Very professional, very good with the boys (one who wants all the attention and one who wants none ever). Kept us updated and well informed, we will absolutely be using her again. This last time was a pretty last minute booking and she was able to work with us.

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Samantha D.
Sitter Profile Image: Jen D.
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Jen D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
341 reviews
74 repeat clients
5 years of experience
Berkley Oaks, Madison, WI, 53704

We’ve had Jen take care of our two elderly kitties many times now. Whenever she is looking after them, I know they will be taken care of as if we were home! Jen updates me with lots of details and great pictures and goes above and beyond both with the cats’ care and keeping our home tidy! I appreciate Jen so much!

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Laura M.
Sitter Profile Image: Emily L.
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Emily L.
from
$18
per visit
5.0 out of 5 stars
32 reviews
13 repeat clients
25 years of experience
Sun Prairie, WI, 53590

Emily came in on short notice and was so helpful, friendly and kind to our kitties. She played and petted and sent lots of photos. I often feel bad leaving my pets home alone for a few days, but a meet and greet with Emily put me at ease. I will definitely rebook with her.

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Dena S.
Sitter Profile Image: TAYLOR P.
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TAYLOR P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
43 reviews
16 repeat clients
10 years of experience
Madison, WI, 53704

Taylor was wonderful with my cats, Casper and Salem! She kept me updated with photos and messages, which gave me so much peace of mind while I was away. Both kitties looked happy and comfortable, and I could tell they were well cared for and loved. I came home to two relaxed and content cats, couldn’t have asked for a better sitter. I’ll definitely book with Taylor again and highly recommend her!

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FELICIA T.
Sitter Profile Image: Shatoria W.
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Shatoria W.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
37 reviews
13 repeat clients
16 years of experience
Sun Prairie, WI, 53590

Shatoria took such great care of our three gals while we were away, providing lots of photos from each visit and making sure they were all given plenty of attention. You know your pets will be in good hands if you book with her. :)

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Carissa S.
Sitter Profile Image: Brenda S.
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Brenda S.
from
$20
per visit
4.9 out of 5 stars
37 reviews
15 repeat clients
9 years of experience
Westport, WI, 53597

Brenda was amazing!!! She took great care of our house and our cats. Sent pictures and updates, and left the house cleaner than she found it. 😁 We needed last minute help, and she was so flexible and accommodating! I would not hesitate to hire her again!

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Alicia S.
Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
44 reviews
10 repeat clients
10 years of experience
Madison, WI, 53704

I can't say enough good things about our experience with Hailey! She went above and beyond for us and our cats while we were away for 2 weeks. Her communication was top notch, she sent lots of photos each day, and was incredibly patient with our cats who need to be separated right now. If you are looking for a reliable and kind cat-sitter, look no further!

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Ronni H.
Sitter Profile Image: Katelyn R.
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Katelyn R.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
49 reviews
16 repeat clients
10 years of experience
Sun Prairie, WI, 53590

Thanks for taking good care of Eve for us during Christmas. She seemed to really enjoy your visits. We liked reading your friendly updates. Happy New Year, Katelyn!

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Robert V.
Sitter Profile Image: Tonisha A.
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Tonisha A.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
57 reviews
16 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Tonisha took great care of our kitties while we were on vacation! We really appreciated the photos and videos she sent every day. We would love to have her sit for us again in the future!

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Kristin R.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
51 reviews
20 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

Elizabeth was so great and accommodating!! Prompt communication and did a fabulous job with my cat. She provided a peace of mind while I was away.

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Wenona W.
Sitter Profile Image: Jackie G.
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Jackie G.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
68 reviews
18 repeat clients
20 years of experience
Madison, WI, 53718

Jackie is very accommodating, She contacted me to get instructions for entering my residence, but unfortunately I hadn't noticed. I got back to her as soon as I read the message, but she had already left. She was able to make another stop by later to care for Sparks. Her communication and care were top notch and I would recommend her as your next pet care provider.

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Chris R.
Sitter Profile Image: Mary W.
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Mary W.
from
$13
per visit
5.0 out of 5 stars
10 reviews
5 repeat clients
10 years of experience
High Crossing, Madison, WI, 53718

Mary did a great job with my two kitties. They were both quite happy and healthy when I got back home.

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Tom W.
Sitter Profile Image: Michel P.
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Michel P.
from
$23
per visit
5.0 out of 5 stars
80 reviews
31 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Michel took great care of our shy kitty! She sent us regular updates and captured photos of our cat when she came out of hiding. We will be booking again with Michel in the future!

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Katie K.
Sitter Profile Image: Toni S.
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Toni S.
Star Sitter
from
$12
per visit
4.9 out of 5 stars
56 reviews
24 repeat clients
30 years of experience
DeForest, WI, 53532

Toni is very reliable and communicates well. Highly recommend!

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Laurel S.
Sitter Profile Image: Carley T.
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Carley T.
from
$19
per visit
5.0 out of 5 stars
10 reviews
5 repeat clients
20 years of experience
Westchester Gardens, Madison, WI, 53704

I had a great experience with Carley! She relieved so much of my stress knowing my cat needed medication and is also a professional-level hider. 😂 She did amazing check-ins, kept me updated, and I truly didn’t have a single worry during my trip. Thank you so much, Carley! The only thing to note was that one evening her schedule changed and she needed to come earlier than the timing we originally discussed. It wasn’t a big issue, but it was a little different than expected. Overall, she took wonderful care of my cat, and I really appreciated her help!

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Lexie S.
Sitter Profile Image: Tricia D.
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Tricia D.
from
$20
per visit
2 repeat clients
14 years of experience
DeForest, WI, 53532

About: Patient, Rescue-Trained Cat Care | 14+ Years of Dedicated Feline Care Feline care is all about understanding a cat's unique rhythm, subtle body language, and need for trust. Growing up in a household where animals were always treated as family, my love for pets runs deep. Over the past 14 years working in animal rescue shelters, I’ve cared for countless cats—from shy strays and anxious rescues to playful kittens and gentle seniors. Because every cat’s personality is different, I take the time to let them set the pace. Whether your cat thrives on play, loves quiet companionship, or needs extra time and space to feel comfortable, I honor their individual comfort zone with patience and compassion. What I Bring to Your Cat’s Care: Medical & Special Needs Experience: Highly skilled in administering oral medications (liquids and pills), post-surgical care, and gentle physical therapy routines. Patience & Trust-Building: Extensive experience working with fearful, shut-down, or sensitive cats to help them feel secure and loved in their environment. Attentive & Trustworthy: I treat every cat as if they were my own, maintaining their routines to minimize stress while you're away. Flexible & Detail-Oriented: My schedule is flexible, and I rigorously follow all care, feeding, and house instructions to keep your mind at ease. (Experienced with small mammals and reptiles as well!) I look forward to giving your cat the loving, stress-free care they deserve!

Sitter Profile Image: Lensy A.
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Lensy A.
from
$23
per visit
5.0 out of 5 stars
16 reviews
7 repeat clients
11 years of experience
DeForest, WI, 53532

About: Hi! I understand how important it is for your feline friend to feel loved and cared for in their own environment. While I don’t have a furry friend of my own, I care daily for my grandfather's two cats, Ireland and Tao, who have taught me so much about the unique personalities that cats can have. Additionally, I've gained experience caring for kittens I’ve found and nurtured until I could find them loving homes. I have hands-on experience ensuring cats get the attention they need, whether it’s feeding, playtime, or maintaining a clean and comfortable space. I recognize how important routine is for cats, so I make sure they’re fed on time, receive enough playtime, and enjoy a clean, cozy environment while you're away. Rest assured, I’m flexible and happy to accommodate any specific care routines your cat may have. Your cat’s comfort and well-being are my top priorities.

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Perfect for high energy dogs - Lake Windsor

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Edith S.
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Edith S.
Star Sitter
from
$40
per day
5.0 out of 5 stars
85 reviews
27 repeat clients
20 years of experience
Waunakee, WI, 53597

Edith took great care of our pup. She responded promptly and sent pictures and up dates during the stay. She has a fenced yard which was quite a treat.

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Janice F.
Sitter Profile Image: Paula R.
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Paula R.
Star Sitter
from
$36
per day
5.0 out of 5 stars
92 reviews
28 repeat clients
5 years of experience
Southeast, DeForest, WI, 53532

Jenny felt right at home and couldn't wait to go back the second day! I'll definitely return to Paula the next time we need daycare! Communication and updates were great and very much appreciated!

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Shannon N.
Sitter Profile Image: Maria & Bryan P.
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Maria & Bryan P.
Star Sitter
from
$30
per day
5.0 out of 5 stars
4 reviews
2 repeat clients
30 years of experience
Waunakee, WI, 53597

About: We have been loving and caring for dogs for a long time. Big and small dogs; young and old. Our son and 7 year old dog are welcoming I am currently working from home and Bryan works part time. Our son is home schooled at this time, therefore, we have time and energy to help other dogs and other families We have a large yard in a quiet neighborhood; part of our yard is fenced and other part is open for additional exercise. We also walk our dog daily.

Sitter Profile Image: Evelyn R.
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Evelyn R.
from
$25
per day
1 repeat client
12 years of experience
De Forest, WI, 53532

About: I am a proud dog owner/parent who loves spending time with my two Frenchies. I love to have doggy friends come over and spend quality time playing, snuggling, and relaxing. I am currently doing consulting work from home in a part time basis and have a very flexible schedule. I can do doggy daycare during the week as well as some weekends. The house have a fenced backyard that is very safe for our dogs and our house is doggy proof. I have crates too if that is your preference, otherwise your pup will be inside the house with us.

Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$35
per day
5.0 out of 5 stars
92 reviews
29 repeat clients
14 years of experience
Middleton, WI, 53562

Stefanie was fantastic! Quick communication and ability to support a booking request on short notice, I would highly recommend and book again!

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Kasey M.
Sitter Profile Image: Emilee K.
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Emilee K.
from
$40
per day
5.0 out of 5 stars
4 reviews
11 years of experience
DeForest, WI, 53532

About: I am an aspiring vet student who has 10 plus years of experience with cats and dogs both owning and sitting for. I have medical knowledge that other sitters may not have as I work at an ER for pets as a nurse! I am extremely flexible with my time and availability and will ensure that your pet gets the well-deserved love and care they need! As a bonus, I can offer nail trims, sanitary shaves, and ear cleanings during their stay if requested! I'm currently working part time night-shift, so I will have plenty of time to play with your pets! I make my own schedule during the day, so I can easily work around your pet's needs. I have a dog and cat myself at my apartment that are well socialized to be around other dogs. I can accommodate up to two dogs in my apartment if needed and can also go to your home if preferred. For cats, I find it best to go to them. I do not have a yard, but my apartment complex is pet friendly with a play area and lots of walking trails nearby.

Sitter Profile Image: Ronalisa E.
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Ronalisa E.
Star Sitter
from
$30
per day
5.0 out of 5 stars
39 reviews
15 repeat clients
7 years of experience
Madison, WI, 53704

About: Hi! My name is Rona. I grew up on a farm in the Philippines. As a child, my parents always had dogs and cats at home. I’ve experienced taking care of many different types of animals. It was quite challenging but it’s fun! When I came here, we adopted Maggie and Lyka when they were still puppies. Maggie is a 7 years old Pug and Lyka is a 3 years old Boston Terrier. I love them so much! They are both lovable and friendly. Our neighbors and friends have relied on me to groom, walk, feed and bathe their dogs while they were away. My house sits in a shady private area and is surrounded by parks and trails so there will be a lot of running around and play time when your dog is cared for by me. I can do oral medication administration, I have had a senior dog experience and can provide daily exercise for your pups. My schedule is flexible so I can usually take on new dogs at a moment’s notice. I will update you regularly with pictures and videos to give you peace of mind during your time apart. I am working from home so most of my time will be caring for your fur baby. Daycare drop-off no earlier than 6:00 am and pick-up hours anytime in the afternoon. We have a large fenced backyard and our two dogs, Maggie (Pug) and Lyka (Boston Terrier) are very good with all dogs. They love to play and will keep your fur baby company during their stay. The dogs are in and out all day using 9 steps. We have security cameras and limited access to our property.

Sitter Profile Image: Tonisha A.
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Tonisha A.
Star Sitter
from
$25
per day
5.0 out of 5 stars
57 reviews
16 repeat clients
30 years of experience
Sun Prairie, WI, 53590

About: I have grown up with dogs and have always had one. I know the dedication and time it takes to give dogs the care and attention they need. Friends and family have trusted me with their pets’ care while they were on trips and I have always found it enjoyable and rewarding. I am currently in grad school and so have flexibility for walks and drop ins! If your pup is comfortable with other dogs, I am happy to welcome them here. We have an extra bed and plenty of toys to share! I have evenings and weekends free and work from home during the week, so I have the availability to let pups out for potty and a play break! I have a pup of my own so your dog will always have company. If necessary, I have a crate that your dog can use to keep them safe. I also have plenty of toys to share :)

Sitter Profile Image: Rachael D.
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Rachael D.
Star Sitter
from
$45
per day
5.0 out of 5 stars
51 reviews
13 repeat clients
10 years of experience
Sun Prairie, WI, 53590

About: I genuine care and give attention to every dog as if they were my own. I’m patient, reliable, and attentive to each dog’s individual needs. I’m comfortable working with puppies who are still learning routines, including basic training and potty schedules, and I’m also gentle and mindful with senior dogs who may need slower walks, medication reminders, or extra comfort. My goal is to make sure every dog feels safe, happy, and loved while their owner is away. I currently work only 2 days out of the week, but my schedule is very flexible, and can switch days if need be! Will accommodate I care for pets by making sure they stay comfortable and follow the routine they’re used to. In a client’s home, I provide feeding, fresh water, walks, playtime, and plenty of attention so pets feel safe while their owner is away. I also keep the home tidy and make sure pets stay on their normal schedule. If caring for pets in my home, I provide a safe, clean environment with supervised play, regular potty breaks, exercise, and lots of affection. I always pay close attention to each pet’s needs, personality, and any special instructions from the owner to make sure they feel happy and cared for.

Sitter Profile Image: Alanis C.
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Alanis C.
from
$32
per day
5 years of experience
Madison, WI, 53704

About: I’ve always loved animals and really enjoy caring for them. I actually fostered a puppy and ended up falling in love with her and adopting her myself! I’m patient, caring, and will make sure your pet feels safe, loved, and comfortable while they’re with me. Currently graduated college a few months ago, so my schedule gives me plenty of time to care for your pets. I’m available throughout the week and can be flexible depending on your pet’s routine and needs. I’ll make sure they get plenty of attention, playtime, walks, and love while they’re with me. 🐾 I make sure every pet feels safe, comfortable, and loved while in my care. I follow their normal routine as closely as possible, give them plenty of attention and playtime, and always make sure they have a clean, comfortable environment. I’ll treat your pet like my own. 🐾❤️

Sitter Profile Image: Yee Lam C.
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Yee Lam C.
from
$38
per day
5.0 out of 5 stars
10 reviews
2 repeat clients
20 years of experience
Sun Prairie, WI, 53590

About: Hi my name is Yee Lam but everyone calls me Suki. I grew up with dogs and am a dog lover. I had a beloved toy poodle named Seven for 15 years, who was truly the best dog and a cherished member of our family. I’m a full-time mom, and when my son (9) and daughter (7) are in school, I have plenty of free time to care for pets—playing with them, feeding them, and giving them all the attention they need. My kids love dogs too, and I think this is a wonderful way for them to learn the joys and responsibilities of having a puppy. I’m available for boarding on weekends and most weekdays after 9 a.m. We have a spacious yard for safe outdoor play, and our neighborhood is calm, family-friendly, and right next to a school, with no major roads nearby, so you can feel at ease knowing your dog will be safe on our walks.

Sitter Profile Image: Kristina D.
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Kristina D.
Star Sitter
from
$30
per day
5.0 out of 5 stars
7 reviews
2 repeat clients
20 years of experience
Waunakee, WI, 53597

We met both Kristina and her husband and their dog Delphie. All were warm and friendly, and we were reassured that Lady had an excellent and caring afternoon stay. I would recommend Kristina for future stays.

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Sherrill W.
Sitter Profile Image: Jessica G.
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Jessica G.
from
$30
per day
5.0 out of 5 stars
29 reviews
7 repeat clients
20 years of experience
Madison, WI, 53718

Remy seemed to really enjoy his stays with Jessica. Easy to communicate and really helped me in a pinch!

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Vianna A.
Sitter Profile Image: Gen A.
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Gen A.
from
$40
per day
5.0 out of 5 stars
335 reviews
202 repeat clients
7 years of experience
Middleton, WI, 53562

Gen is great and super reliable 🥰! She watches our 2 younger ones (because the one is destructive and the other one has anxiety™️️) and they are always tired at the end of the day 😊. I would absolutely recommend Gen.

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Mik R.
Sitter Profile Image: Olivia A.
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Olivia A.
from
$25
per day
5.0 out of 5 stars
7 reviews
4 repeat clients
12 years of experience
Eastmorland, Madison, WI, 53716

Very friendly, responsive to messages, and provided updates. She took great care of Buddy!

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Brittany K.
Sitter Profile Image: Julie Z.
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Julie Z.
Star Sitter
from
$36
per day
5.0 out of 5 stars
66 reviews
13 repeat clients
25 years of experience
Sunset Village, Madison, WI, 53705

Julie let me know a new dog would be present at the same time as my dog, and she made sure to attempt to make introduce successful with a 3rd dog. She let me know she was able to keep dogs in separate areas as needed, let dogs have space from each other, and make sure my pup was safe and comfortable.

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Shelby L.
Sitter Profile Image: Jamie Z.
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Jamie Z.
from
$40
per day
2 years of experience
Waunakee, WI, 53597

About: I’ve grown up with dogs my entire life and currently have three dogs of my own, all with very different personalities and needs. I’ve put a lot of time into training and creating a successful multidog household, which has given me experience with everything from basic obedience and leash manners to reactivity, resource guarding and special-needs dogs. I’m comfortable following established routines, using the training methods and equipment your dog is accustomed to, and adjusting my approach based on each individual dog. I understand that not every dog is a social butterfly, and I’m happy to give dogs the space, patience and structure they need to feel comfortable. Most importantly, I know how nerve-wracking it can be to trust someone else with your dog. I’ll care for yours with the same attention and respect I expect for my own. As a registered nurse, I’m dependable, detail-oriented and comfortable following specific care and medication instructions. I’m also used to communicating clearly, so you can expect plenty of updates while your dog is in my care I’m an RN with a rotating schedule, which gives me several days off during the week and plenty of flexibility to care for your pets. On my days off, I’m available for walks, drop-in visits, playtime and plenty of attention! I know every dog has their own routine, personality and comfort level. I’m happy to follow your established routine and any specific instructions for feeding, walks, medications, crates or training. I have experience with multidog households, reactive dogs and special-needs dogs, so I’m comfortable adjusting my approach to what makes your dog feel safest and most comfortable. I’ll also keep you updated with photos and messages so you can feel confident your pet is well cared for while you’re away

Sitter Profile Image: Cynthia H.
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Cynthia H.
from
$45
per day
5.0 out of 5 stars
126 reviews
38 repeat clients
30 years of experience
Schenk-Atwood, Madison, WI, 53704

Cynthia’s pupdates are THE BEST! I look forward to her primo photos & pupdates every time. My pup Popsicle gets so excited when she sees Cynthia. Hands-down the most thoughtful, caring pup-sitter that I have encountered. ✨

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Josephine D.
Sitter Profile Image: Allison C.
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Allison C.
Star Sitter
from
$30
per day
5.0 out of 5 stars
11 reviews
3 repeat clients
5 years of experience
Glen Oak Hills, Madison, WI, 53705

Allison was great! She was very responsive and sent lots of photos and updates. I felt very comfortable knowing Hodu was in good hands. Would definitely book with her again!

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Soo Jin K.
Sitter Profile Image: Jackie G.
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Jackie G.
Star Sitter
from
$50
per day
5.0 out of 5 stars
68 reviews
18 repeat clients
20 years of experience
SUN PRAIRIE, WI, 53590

Jackie took great care of Millie when we went out of town for the day. Millie had a long walk and got to play in the yard with the hose. She was all tuckered out when she came home at the end of the day.

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Casey P.
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More than 1.6 million
pets enjoyed cuddles and care from sitters on Rover1

Adventure-ready dog walkers - Lake Windsor

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Taryn E.
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Taryn E.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
30 reviews
15 repeat clients
4 years of experience
Windsor, WI, 53598

About: I have had pet care experience with a neighbor for four years now. And I have also helped own a dog for 8 years. With my neighbor I do pet sitting/drop in visits, dog walking, and cat care. With my own dog, I have had him since he was a puppy, and he is my best friend. I have had experience living with him, walking him, feeding him, and bathing and grooming him as well. I would do anything for my dog, and I will transfer that love to all animals I meet. I am a college student and my plan is to do this during my winter break between semesters. Since I will not have school during this time, my schedule is very free and flexible. I am doing this to have something to look forward to every day during break. So I am very open on a daily basis to accommodate to your schedule. My plan is to do services that are in my clients home because my dog right now doesn't always work well with others. So when I am in my clients home I will treat all people, items, and pets with the utmost respect and kindness. I will care for your pets on drop-in visits and on walks like they are my own.

Sitter Profile Image: Mira D.
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Mira D.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
Waunakee, WI, 53597

About: As a pet owner myself, I understand how important it is to trust the person caring for your fur babies. I currently have my sweet girl Nova at home and am comfortable with pets of different temperaments and needs. I strive to create a safe, stress free experience while keeping owners updated with lots of photos and messages. Whether your pet needs playtime, cuddles, medication, or just a consistent routine, I’ll make sure they receive attentive care. I’m currently a SAHM with a very flexible schedule, allowing me to provide reliable care and accommodate a variety of pet care needs throughout the day. Your pets are treated like family! I have 1 cat in my home currently that is okay with dogs that visit. I maintain a clean, safe, and pet-friendly environment and carefully supervise interactions at all times.

Sitter Profile Image: Heather S.
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Heather S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
43 reviews
7 repeat clients
25 years of experience
Windsor, WI, 53598

Heather is so good at communicating with me, she always watches for anything unusual in Josie’s routine and makes sure to notify me. She’s been very flexible and extremely reliable. As an anxious dog mom, I am so at ease knowing she is taking care of Josie. And Josie is always happy after her walk days with Heather!

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Morgan K.
Sitter Profile Image: Darshani L.
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Darshani L.
from
$15
per walk
1 repeat client
10 years of experience
Windsor, WI, 53598

About: I’ve grown with big dogs my whole life and I have my fair share of personal experience with smaller ones as well. Additionally, I worked at Paradise Paws (doggy daycare) as a dog handler for about a year. I am very familiar with all the different breeds and personality types, even puppies! I have a very flexible schedule. I do online school and don’t have another job, so I have lots of opportunity during the day to hang out with your dogs! I will care for your dogs depending on your environment and the rules you have set for me. I will respect your environment and that of the dog, while ensuring they receive lots of fun and attention!

Sitter Profile Image: Erika M.
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Erika M.
Star Sitter
from
$23
per walk
4.9 out of 5 stars
147 reviews
80 repeat clients
13 years of experience
Sun Prairie, WI, 53590

Erika is great! She was very prompt in replying to my inquiry and very accommodating for a day visit on Thanksgiving! Lucy took to her right away! It was welcoming to know Lucy was in good hands and was calm and relaxed when I returned. We're looking forward to having Erika come again!!

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Cheryl J.
Sitter Profile Image: Jackie G.
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Jackie G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
68 reviews
18 repeat clients
20 years of experience
Madison, WI, 53718

Jackie is consistent and punctual she treats our lalu as her own takes good care of him and gives him a good walk. Lalu really looks forward to her walking him

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Leo B.
Sitter Profile Image: Brenda S.
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Brenda S.
from
$20
per walk
4.9 out of 5 stars
37 reviews
15 repeat clients
9 years of experience
Waunakee, WI, 53597

This was the second time working with Brenda. She did a great job again. I received updates and pictures with every walk/ visit and medication was administered according to instruction.

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Cashton C.
Sitter Profile Image: Hailey M.
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Hailey M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
44 reviews
10 repeat clients
10 years of experience
Madison, WI, 53704

Hailey is so great to work with and I’d hire her again anytime! She is extremely responsive and always gives great pupdates. Plus our pups seem to love her!

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Claire H.
Sitter Profile Image: Emily L.
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Emily L.
from
$20
per walk
5.0 out of 5 stars
32 reviews
13 repeat clients
25 years of experience
Sun Prairie, WI, 53590

Emily is prompt and professional. Both our dog and our cat immediately sensed her kindness, putting us all at ease using Rover. 100% reliable and worth it!

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Julie B.
Sitter Profile Image: Maria & Bryan P.
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Maria & Bryan P.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
30 years of experience
Waunakee, WI, 53597

About: We have been loving and caring for dogs for a long time. Big and small dogs; young and old. Our son and 7 year old dog are welcoming I am currently working from home and Bryan works part time. Our son is home schooled at this time, therefore, we have time and energy to help other dogs and other families We have a large yard in a quiet neighborhood; part of our yard is fenced and other part is open for additional exercise. We also walk our dog daily.

Sitter Profile Image: TAYLOR P.
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TAYLOR P.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
43 reviews
16 repeat clients
15 years of experience
Madison, WI, 53704

Taylor was very kind with Kora and let her take out her frisbee, which she loves to play with in the afternoons.

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María Paula R.
Sitter Profile Image: Sarah W.
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Sarah W.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
59 reviews
19 repeat clients
26 years of experience
Madison, WI, 53704

Sarah took our 13 yo rescue dog for a walk which she really enjoyed. Sarah has taken care of our dog in the past for over night and has always been trustworthy.

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Kathleen M.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
51 reviews
20 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

Elizabeth was great with our dog Cash giving us updates with pictures and giving him nice long walks. Will definitely be using her again and highly recommend her.

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Amy L.
Sitter Profile Image: Emilee K.
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Emilee K.
from
$20
per walk
5.0 out of 5 stars
4 reviews
11 years of experience
DeForest, WI, 53532

About: I am an aspiring vet student who has 10 plus years of experience with cats and dogs both owning and sitting for. I have medical knowledge that other sitters may not have as I work at an ER for pets as a nurse! I am extremely flexible with my time and availability and will ensure that your pet gets the well-deserved love and care they need! As a bonus, I can offer nail trims, sanitary shaves, and ear cleanings during their stay if requested! I'm currently working part time night-shift, so I will have plenty of time to play with your pets! I make my own schedule during the day, so I can easily work around your pet's needs. I have a dog and cat myself at my apartment that are well socialized to be around other dogs. I can accommodate up to two dogs in my apartment if needed and can also go to your home if preferred. For cats, I find it best to go to them. I do not have a yard, but my apartment complex is pet friendly with a play area and lots of walking trails nearby.

Sitter Profile Image: Michelle H.
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Michelle H.
from
$20
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
23 years of experience
DeForest, WI, 53532

So great with my pups-love the pics she sent!

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Cecelia S.
Sitter Profile Image: Tricia D.
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Tricia D.
from
$22
per walk
2 repeat clients
14 years of experience
DeForest, WI, 53532

About: Experienced & Loving Dog Care | 14+ Years in Rescue, Training & Medical Care Dogs have always been at the heart of my life—growing up, they were truly cherished members of our family, and that philosophy guides how I care for them today. For over 14 years, I have worked hands-on in rescue shelter environments, giving me deep experience with dogs of every size, age, and background—from tiny toy breeds to gentle giants. My time in rescue has taught me patience, intuition, and deep compassion. I’ve had the privilege of working closely with extremely fearful dogs, including those rescued from puppy mills who had never known human touch or seen the light of day. Helping them learn to trust, feel safe, and discover the joy of just being a dog is one of the most rewarding parts of my work. What I Bring to Your Dog’s Care: Specialized & Behavioral Care: Experienced in basic dog training and working with a wide range of unique personalities (from energetic pups to timid rescues). Medical & Recovery Support: Proficient in administering oral medications (pills and liquids) and supporting dogs through physical therapy and post-op recovery. Family-Level Love: Every dog in my care is treated with the exact same warmth, attention, and affection I give my own. Dependable & Adaptable: I have a flexible schedule, pay close attention to detail, and follow your home and care instructions to the letter. (I also have experience in caring for small mammals and reptiles!) I’d love to meet your pup and provide them with a safe, comforting, and fun environment while you're away! Pet care isn’t just something I squeeze into my schedule; it’s central to my day to day life. With a flexible schedule, I am able to dedicate focused, quality time to the animals in my care without rushing. Whether your pet needs a mid-day walk, precise medication timing, or dedicated cuddle and play sessions, my routine naturally accommodates their specific needs. I prioritize consistency so your pet’s daily rhythms—feeding times, exercise, and rest—remain uninterrupted while you’re away. Safety and trust are the foundation of everything I do. Having spent over 14 years working in animal rescue, I am trained to maintain a secure, low-stress environment and anticipate potential hazards before they happen. In Your Home: I strictly honor your pet’s safe space and established routines. I keep doors and gates secure, ensure all foods and medications are safely stored, and strictly follow your home rules. Building Trust: I let pets approach me at their own comfort level, using positive reinforcement, soft body language, and patience—especially with anxious or rescue pets. Health & Safety: I am highly experienced in monitoring health cues, managing medical recoveries, and administering medications, giving you complete peace of mind that your pet and home are in capable, loving hands.

Sitter Profile Image: Michel P.
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Michel P.
from
$24
per walk
5.0 out of 5 stars
80 reviews
31 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Michel is so nice! She came over a few days before to meet me and talk about the dog walking I was hiring her for. The walk went great an she sent me pictures which I appreciated. She is very professional I will definitely be asking her for more services in the future!

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Julie D.
Sitter Profile Image: Lensy A.
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Lensy A.
from
$25
per walk
5.0 out of 5 stars
16 reviews
7 repeat clients
15 years of experience
DeForest, WI, 53532

Lensy is so wonderful! She’s consistently communicative and sends such fun photos. Absolutely incredible to have her care for Petey & shows above and beyond consideration for both my pets :) Look forward to having her walk again!

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Kristalyn B.
Sitter Profile Image: Alanis C.
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Alanis C.
from
$15
per walk
5 years of experience
Madison, WI, 53704

About: I’ve always loved animals and really enjoy caring for them. I actually fostered a puppy and ended up falling in love with her and adopting her myself! I’m patient, caring, and will make sure your pet feels safe, loved, and comfortable while they’re with me. Currently graduated college a few months ago, so my schedule gives me plenty of time to care for your pets. I’m available throughout the week and can be flexible depending on your pet’s routine and needs. I’ll make sure they get plenty of attention, playtime, walks, and love while they’re with me. 🐾 I make sure every pet feels safe, comfortable, and loved while in my care. I follow their normal routine as closely as possible, give them plenty of attention and playtime, and always make sure they have a clean, comfortable environment. I’ll treat your pet like my own. 🐾❤️

Sitter Profile Image: Ben G.
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Ben G.
from
$25
per walk
5.0 out of 5 stars
12 reviews
2 repeat clients
35 years of experience
Madison, WI, 53718

Ben was great with my large standard poodles. He did a previsit and asked a lot of good questions. He knew how to slowly earn their trust. Ben sent pictures and updates from each visit. He also administered medication. We will definitely have him care for them again.

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Jean L.
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Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Lake Windsor

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
125 reviews
17 repeat clients
35 years of experience
Deforest, WI, 53532

Our 2 dogs stayed at Sarah's for about a week earlier this month. The stay was great! We got daily updates, including photos and videos. They have a fantastic large fenced in yard where they could safety run and play. They had lots of playtime, but also lots of snuggles and love. They were both clearly enjoying their own vacation at Sarah's while we were gone on ours. It was so refreshing to know they were so well cared for while we were away- we have already rebooked them for our next trip!

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Lisa W.
Sitter Profile Image: Ronalisa E.
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Ronalisa E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
39 reviews
15 repeat clients
7 years of experience
Madison, WI, 53704

Ronalisa is very kind. She has a really nice yard for Spunky and Boss to run around. Very responsive. My dogs enjoyed their staycation with her and her fur babies. Spunky and Boss came home tired and happy. Recommend her 10/10.

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Marceilla T.
Sitter Profile Image: Duane & Lauren S.
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Duane & Lauren S.
Star Sitter
from
$32
per night
5.0 out of 5 stars
93 reviews
28 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

Duane and Lauren were wonderful to work with and took great care of our two dogs!!! Their communication was terrific and they were very flexible. We would love to have our dogs stay with them again!!

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Dave W.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
46 reviews
12 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

Jessica was wonderful and super friendly. My dog Bell stayed for a few days and we got the cutest picture updates. Her dogs are so well behaved and Bell was so happy she had friends to vacation with. She came home and slept the rest of the night! Would book again and will recommend her to others!

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Angel B.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
92 reviews
29 repeat clients
14 years of experience
Middleton, WI, 53562

Excellent! I really appreciated all the updates and photos from Stefanie. Great communication and flexible with drop off and pick up times. Will definitely use again in future.

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Sarah W.
Sitter Profile Image: LAVAL [VAL] S.
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LAVAL [VAL] S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
279 reviews
150 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Val and his wife were able to take our dog, Ollie, on very short notice. They were kind, knowledgeable, and took excellent care of our family member while we were gone. They provided frequent updates on how our dog was doing through near-daily texts and photos. If we ever have to leave our dog with a sitter in the future, they will be our first choice.

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Catherine G.
Sitter Profile Image: Stephanie E.
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Stephanie E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
29 reviews
10 repeat clients
18 years of experience
Madison, WI, 53704

Stephanie was great! She was easy to work with, took fantastic care of our pup. Our girl wasn't sure she wanted to leave. She sent lots of pictures and provided a fun and active environment. Would highly recommend!

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Holli H.
Sitter Profile Image: Brandon & Katy S.
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Brandon & Katy S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
15 years of experience
Worthington Park, Madison, WI, 53714

Brandon and Katy are lovely! They were very helpful moving my dog's crate and getting him settled. Sammy had a great time playing and cuddling.

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Kara B.
Sitter Profile Image: Chelssey H.
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Chelssey H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
16 reviews
9 repeat clients
16 years of experience
Madison, WI, 53711

Chelssey was awesome! Great communication prior and during Sunny’s stay which I loved! She also sent pictures which was fun. We will book again with Chelssey.

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Carol D.
Sitter Profile Image: Erika M.
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Erika M.
Star Sitter
from
$43
per night
4.9 out of 5 stars
147 reviews
80 repeat clients
13 years of experience
Sun Prairie, WI, 53590

This was Baylee's first boarding experience since I adopted her and she seems very happy and healthy. She loves walks and Erika provided multiple daily walks. Baylee's medication and feed requirements were met. I couldn't expect more than a happy dog!

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Patti P.
Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
33 reviews
8 repeat clients
10 years of experience
Emerson East, Madison, WI, 53704

We love Margaret & so does our pup, she’s at ease whenever she gets to the house and sees her favorite dog sitter. She’s the only Rover we choose and we couldn’t be happier with her excellent care!

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Hayley J.
Sitter Profile Image: Kristin & Bruce M.
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Kristin & Bruce M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
106 reviews
31 repeat clients
2 years of experience
Madison, WI, 53719

Kristin and Bruce were fantastic. From the moment we stepped into their home they were welcoming of us and our dog, and it was obvious we made the right choice. They were loving and caring and we are certain that carried on throughout our dogs stay with them. Pictures and updates were sent and they kept to her normal routine, even when sleeping. Our dog was excited to see us again...but was torn and demanding good byes from Kristen, Bruce, and the kids (hoping to go back). Definitely a wonderful experience for us and your dog!

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Jessica S.
Sitter Profile Image: Shawn S.
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Shawn S.
from
$45
per night
5.0 out of 5 stars
9 reviews
1 repeat client
32 years of experience
McClellan Park, Madison, WI, 53718

I was very nervous to leave my dog Bailey. 1. I had never left her and 2.She had a small issue with her paw just before my vacation. When informing him about the issues and the shedding problem , there were no hesitations on what needs to be done to keep up with the grooming. You should have no worries when you hire this person. The communication, the pictures,the condition of my dogand the level of care were outstanding. I was very lucky to find somebody on short notice and appreciate the sensitivity and kindness. Thank you, Shawn, for all your help and for making Bailey such a happy girl for the days I was gone.

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jamie e.
Sitter Profile Image: Kaycee & Robert R.
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Kaycee & Robert R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
37 reviews
5 repeat clients
16 years of experience
Heritage Heights, Madison, WI, 53714

Kaycee and Robert took great care of my two dogs. They sent lots of updates, and communicated clearly with us. I’d highly recommend them, and will reach out to them when I need someone to watch our dogs again.

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Patrick W.
Sitter Profile Image: Lindsey C.
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Lindsey C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
42 reviews
12 repeat clients
10 years of experience
Madison, WI, 53705

Lindsay took great care of my dog, Taydo. Long walks, snoozes on her couch, and photos to keep me updated. I believe LIndsay to be completely trustworthy which is really important for a pet sitter.

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Holly K.
Sitter Profile Image: Derek & Yoki S.
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Derek & Yoki S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
75 reviews
27 repeat clients
7 years of experience
Lake Edge, Madison, WI, 53716

Excellent host! They send daily pictures and updates. My dogs looked so happy being in their home and backyard. Great communication and very flexible and accommodating.

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Ben G.
Sitter Profile Image: Amanda K.
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Amanda K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
190 reviews
63 repeat clients
20 years of experience
Cottage Grove, WI, 53527

Our dog simba had a great stay with Amanda and her family. We loved getting updates and pictures of how he’s doing. Definitely will be using her again next time we’re away. Thank you!

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Marta M.
Sitter Profile Image: Kris A.
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Kris A.
from
$40
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
16 years of experience
DeForest, WI, 53532

Great experience working with Kris again for Clementine! Kris was even kind enough to drop off Clementine at home for us since our flight was getting in late and we live a little ways away. Will definitely use her again as a sitter!

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Ashley M.
Sitter Profile Image: Michelle S.
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Michelle S.
from
$50
per night
5.0 out of 5 stars
46 reviews
9 repeat clients
30 years of experience
Orchard Ridge Community, Madison, WI, 53711

Michelle and her family are the greatest. I screwed up the schedule and literally dropped my dog off at her house at 7 am ON THE WRONG DAY, and she was so accommodating, flexible, and kind about it. She took such good care of my dog Luna and provided daily updates and pictures. 100% recommend and will use her again!!

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Trisha B.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
Star Sitter
from
$41
per night
5.0 out of 5 stars
58 reviews
26 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

I truly can't say enough wonderful things about Henry's stay with Ryan and Martha's family! They were so kind and accommodating when my travel plans changed several times, and I could tell that Henry was very loved and well cared for. They sent updates and pictures throughout the week, and they were very responsive. It was the best peace of mind having him stay with them, and I will definitely be rebooking in the future!

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Corinne H.
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